Synthesis of neoflavonoids: 4-(4-methoxyphenyl)-3,4-dihydrocoumarins
Autor(a) principal: | |
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Data de Publicação: | 1997 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531997000300008 |
Resumo: | The neoflavonoids 7-hydroxy-5-methyl-4-(4-methoxyphenyl)-3,4-dihydrocumarin (1), 5-hydroxy-7-methyl-4-(4-methoxyphenyl)-3,4-dihydrocoumarin (2), 5-methyl-7-O-coumaroyl-4-(4-methoxyphenyl)-3,4-dihydrocoumarin (3), 5-hydroxy-4-(4-methoxyphenyl)-a-pirano-(6",5":7,8)-3,4-dihydrocoumarin (7), and 7-pentadecyl-4-(4-methoxyphenyl)-3,4- dihydrocoumarin (8) were synthesized via the AlCl3-catalyzed condensation of 4-methoxycinnamic acid chloride with orcinol, 5,7-dihydroxycoumarin and hydrogenated cardanol. The compounds were characterized on the basis of their ¹H- and 13C-NMR spectroscopic properties, including nOe difference spectroscopy. |
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Journal of the Brazilian Chemical Society (Online) |
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Synthesis of neoflavonoids: 4-(4-methoxyphenyl)-3,4-dihydrocoumarins4-(4-methoxyphenyl)-34-dihydrocoumarinssynthesisspectral dataThe neoflavonoids 7-hydroxy-5-methyl-4-(4-methoxyphenyl)-3,4-dihydrocumarin (1), 5-hydroxy-7-methyl-4-(4-methoxyphenyl)-3,4-dihydrocoumarin (2), 5-methyl-7-O-coumaroyl-4-(4-methoxyphenyl)-3,4-dihydrocoumarin (3), 5-hydroxy-4-(4-methoxyphenyl)-a-pirano-(6",5":7,8)-3,4-dihydrocoumarin (7), and 7-pentadecyl-4-(4-methoxyphenyl)-3,4- dihydrocoumarin (8) were synthesized via the AlCl3-catalyzed condensation of 4-methoxycinnamic acid chloride with orcinol, 5,7-dihydroxycoumarin and hydrogenated cardanol. The compounds were characterized on the basis of their ¹H- and 13C-NMR spectroscopic properties, including nOe difference spectroscopy.Sociedade Brasileira de Química1997-06-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531997000300008Journal of the Brazilian Chemical Society v.8 n.3 1997reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50531997000300008info:eu-repo/semantics/openAccessBezerra,Maria Zeneide BarbosaMachado,Maria Iracema LacerdaMorais,Selene Maia deBraz-Filho,Raimundoeng2011-01-31T00:00:00Zoai:scielo:S0103-50531997000300008Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2011-01-31T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Synthesis of neoflavonoids: 4-(4-methoxyphenyl)-3,4-dihydrocoumarins |
title |
Synthesis of neoflavonoids: 4-(4-methoxyphenyl)-3,4-dihydrocoumarins |
spellingShingle |
Synthesis of neoflavonoids: 4-(4-methoxyphenyl)-3,4-dihydrocoumarins Bezerra,Maria Zeneide Barbosa 4-(4-methoxyphenyl)-3 4-dihydrocoumarins synthesis spectral data |
title_short |
Synthesis of neoflavonoids: 4-(4-methoxyphenyl)-3,4-dihydrocoumarins |
title_full |
Synthesis of neoflavonoids: 4-(4-methoxyphenyl)-3,4-dihydrocoumarins |
title_fullStr |
Synthesis of neoflavonoids: 4-(4-methoxyphenyl)-3,4-dihydrocoumarins |
title_full_unstemmed |
Synthesis of neoflavonoids: 4-(4-methoxyphenyl)-3,4-dihydrocoumarins |
title_sort |
Synthesis of neoflavonoids: 4-(4-methoxyphenyl)-3,4-dihydrocoumarins |
author |
Bezerra,Maria Zeneide Barbosa |
author_facet |
Bezerra,Maria Zeneide Barbosa Machado,Maria Iracema Lacerda Morais,Selene Maia de Braz-Filho,Raimundo |
author_role |
author |
author2 |
Machado,Maria Iracema Lacerda Morais,Selene Maia de Braz-Filho,Raimundo |
author2_role |
author author author |
dc.contributor.author.fl_str_mv |
Bezerra,Maria Zeneide Barbosa Machado,Maria Iracema Lacerda Morais,Selene Maia de Braz-Filho,Raimundo |
dc.subject.por.fl_str_mv |
4-(4-methoxyphenyl)-3 4-dihydrocoumarins synthesis spectral data |
topic |
4-(4-methoxyphenyl)-3 4-dihydrocoumarins synthesis spectral data |
description |
The neoflavonoids 7-hydroxy-5-methyl-4-(4-methoxyphenyl)-3,4-dihydrocumarin (1), 5-hydroxy-7-methyl-4-(4-methoxyphenyl)-3,4-dihydrocoumarin (2), 5-methyl-7-O-coumaroyl-4-(4-methoxyphenyl)-3,4-dihydrocoumarin (3), 5-hydroxy-4-(4-methoxyphenyl)-a-pirano-(6",5":7,8)-3,4-dihydrocoumarin (7), and 7-pentadecyl-4-(4-methoxyphenyl)-3,4- dihydrocoumarin (8) were synthesized via the AlCl3-catalyzed condensation of 4-methoxycinnamic acid chloride with orcinol, 5,7-dihydroxycoumarin and hydrogenated cardanol. The compounds were characterized on the basis of their ¹H- and 13C-NMR spectroscopic properties, including nOe difference spectroscopy. |
publishDate |
1997 |
dc.date.none.fl_str_mv |
1997-06-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531997000300008 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531997000300008 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50531997000300008 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.8 n.3 1997 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
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1750318163024674816 |